Movies Like My Sister Eileen
If you liked My Sister Eileen (1955), a comedy and romance movie directed by Richard Quine, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1

How to Be Single (2016)
★ 6.3/10Also comedy and romanceNew York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions…
- 2

Hello, Dolly! (1969)
★ 7/10Also comedy and romanceDolly Levi is a strong-willed matchmaker who travels to Yonkers, New York in order to see the miserly "well-known unmarried half-a-millionaire" Horace Vandergelder. In doing so, she convinces his niece, his niece's…
- 3

About Last Night (2014)
★ 6/10Also comedy and romanceBernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to…
- 4

My Sassy Girl (2008)
★ 6.8/10Also comedy and romanceA guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
- 5

Romance & Cigarettes (2006)
★ 6.1/10Also comedy and musicIronworker Nick lives with his wife, Kitty, and three daughters. When he meets a significantly younger woman, Tula, he starts an affair with her, much to the chagrin of his wife, and his life is thrown into upheaval…
- 6

¿Quieres ser mi hijo? (2023)
★ 8.4/10Also comedy and romanceLu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
- 7

Players (2024)
★ 6.1/10Also romance and comedyNew York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…
- 8

Butterflies Are Free (1972)
★ 6.8/10Also comedy and romanceStriving to be independent, the blind but determined Don Baker moves away from his overprotective mother. After settling into his new San Francisco digs, Don meets kooky neighbor Jill Tanner. Don's quick wit and good…
- 9

Cover Girl (1944)
★ 6.4/10Also music and comedyA nightclub dancer makes it big in modeling, leaving her dancer boyfriend behind.
- 10

What's Your Number? (2011)
★ 6.5/10Also comedy and romanceAlly Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96…
- 11

A Nice Girl Like You (2020)
★ 5.8/10Also comedy and romanceLucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…
- 12

Cuban Fury (2014)
★ 6.1/10Also comedy and romanceBeneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.
- 13

Starting Over (1979)
★ 6.4/10Also comedy and romanceAfter divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
- 14

The List (2023)
★ 5.9/10Also romance and comedyAfter her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.
- 15

Puppy Love (2023)
★ 7/10Also comedy and romanceAfter a disastrous first date, wild-child Nicole and socially-anxious Max vow to lose each other’s numbers until they learn that their dogs found a love match, and now puppies are on the way! The hilariously mismatched…
- 16

Trick (1999)
★ 6.9/10Also comedy and romanceGabriel is a young, aspiring musical composer whose life seems stuck in the First Act. When his new musical number gets a critical reception, a theatre colleague, Perry, tells Gabriel that he needs to get a life before…
- 17

The Lonely Guy (1984)
★ 6.2/10Also comedy and romanceA writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
- 18

Picture This (2025)
★ 6/10Also romance and comedySingle and without a man on the horizon, Pia runs a failing photography studio in London with her best friend Jay. As her sister Sonal prepares for marriage and her mother Laxmi urges her to partner up, a spiritual…
- 19

One Night Only (2026)
★ 6.4/10Also romance and comedyTwo love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
- 20

Sidelined 2: Intercepted (2025)
★ 7.1/10Also romance and comedyFreshman star quarterback Drayton struggles with the weight of expectations after a devastating setback, while dancer Dallas begins to question the future she thought she wanted. As their high school relationship…